期刊文献+

神经节系列鞘糖脂氨基半乳糖模块的快速合成 被引量:1

Rapid Synthesis of GalNAc Building Block for Ganglioside
下载PDF
导出
摘要 以D-氨基半乳糖盐酸盐为原料,经四步反应合成了2-N-三氯乙氧羰酰氨基-半乳糖对甲苯硫苷(3);3经两步区域选择性乙酰化反应合成了4,6-O-二-乙酰基-2-N三氯乙氧羰酰氨基-2-脱氧-β-D-吡喃半乳糖对甲苯硫苷(总收率70%),其结构经1H NMR和ESI-MS确证。 p-Methylphenyl 2-deoxy-2-trichloroethoxycarbonyl-amino-1-thio-β-D-galactopyranoside(3) was synthesized from D-galactosamine hydrochloride by a four-step reaction.p-Methylphenyl 4,6-di-O-acetyl-2-deoxy-2-trichloroethoxycarbonylamino-1-thio-β-D-galactopyranoside was synthesized by two regioselective acetylation reactions from 3 in total yield of 70%.The structure was confirmed by 1H NMR and ESI-MS.
出处 《合成化学》 CAS CSCD 北大核心 2013年第4期469-471,475,共4页 Chinese Journal of Synthetic Chemistry
基金 国家自然科学基金资助项目(81072574) 长江学者和创新团队发展计划项目(IRT0944)
关键词 N-乙酰氨基半乳糖 神经节苷脂 区域选择性乙酰化 合成 GalNAc ganglioside regioselective acetylation synthesis
  • 相关文献

参考文献7

  • 1Fredman P, Hedberg K, Brezicka T. Gangliosides as therapeutic targets for cancer [ J ]. Biodrugs, 2003,17 (3) :155 - 167. 被引量:1
  • 2Heimburg-Molinaro J, Lum M, Vijay G, et al. Cancer vaccines and carbohydrate epitopes [ J ]. Vaccine, 2011.29(48) :8802 - 8826. 被引量:1
  • 3Komori T, Imamura A, Ando H, et al. Study on sys- tematizing the synthesis of the a-series ganglioside gly- cans GTla, GD1 a, and GM1 using the newly developed N-Troc-protected GM3 and GaIN intermediates [ J ]. Carbohydrate Research ,2009,344 (12) : 1453 - 1463. 被引量:1
  • 4Mong T K K, Lee H K, Dur6n S G, et al. Reactivity- based one-pot total synthesis of fueose GM1 oligosac- eharide: A siaiylated antigenic epitopo of small-cell lung cancer[ J]. Proceedings of the National Academy of Sciences of the United States of America, 2003,100 (3) :797 -802. 被引量:1
  • 5Liang P H, Lu Y J, Tang T H. A green and regiose- lective acetylation of thioglycoside with ethyl acetate [J]. Tetrahedron Letters,2010,51(52) :6928 -6931. 被引量:1
  • 6Aurar R, Khan A S, Schad M, et al. Adhesion inhibi- tion of .F1C-fimbriated Escherichia coli and Pseudo- monas aeruginosa PAK and PAO by mulfivalent carbo- hydrate ligands [ J ]. ChemBioBhem, 2003,4 ( 12 ) : 1317 - 1325. 被引量:1
  • 7蔡孟深,李中军.糖化学-基础、反应、合成、分离及结构[M].北京:化学工业出版社,2006. 被引量:6

共引文献5

同被引文献1

引证文献1

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部